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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1743721Generated: October 30, 2026

Hydrochloric Acid → 4-[2-(3,8-Diazabicyclo[3.2.1]oct-8-yl)ethoxy]benzonitrile

https://huagongshe.com/reaction/1743721

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantTert-butyl 8-[2-(4-cyanophenoxy)ethyl]-3,8-diazabicyclo[3.2.1]octane-3-carboxylateHCID 22235539—
SolventEthyl AcetateHCID 8857—
Product4-[2-(3,8-Diazabicyclo[3.2.1]oct-8-yl)ethoxy]benzonitrileHCID 2223564173%

Reaction Conditions

Temperature0 °C

Reaction Steps

tert-Butyl 8-[2-(4-Cyanophenoxy)ethyl]-3,8-diazabicyclo[3.2.1]octane-3-carboxylate (1.35 g, 3.8 mmol; from step (b) above) was dissolved in ethyl acetate (30 mL). The solution was cooled to 0° C., ethyl acetate (30 mL) saturated with gaseous HCl was added, and the resulting mixture stirred at r.t for 15 h. The solvent was evaporated before CHCl3 was added. The mixture was extracted with K2CO3 solution, separated, dried and evaporated to give 0.7 g (73%) of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07012074B2
Source datasetuspto-grants-2006_03
ORD IDord-0eb0e1f6ff0345b1ab5e5787fccf8f6f
Source noteuspto-grants-2006_03